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Synthesis method of L-p-nitrophenylalanine

A technology of nitrophenylalanine and a synthetic method, applied in the field of organic compound synthesis, can solve the problems of long reaction time, increased production cycle, slow reaction rate, etc., achieves short production time, high yield, overcomes production time long effect

Inactive Publication Date: 2009-04-29
ZHEJIANG UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Therefore, room temperature or even ice bath conditions are adopted in almost all tank reactions, and this leads to a slow reaction rate and a long reaction time, generally 6 to 12 hours, which increases the production cycle

Method used

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  • Synthesis method of L-p-nitrophenylalanine
  • Synthesis method of L-p-nitrophenylalanine

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0022] Embodiment 1, figure 1 A pipelined reaction device is provided, including liquid storage tank I1, liquid storage tank II2, premixing pipeline 3, coil reactor 4 containing coil 41, water bath heating device 5, discharge pipe 6 and product storage tank7. The liquid storage tank I1 is provided with a feed valve I11, and the feed valve I11 is used to control the flow rate of the material in the liquid storage tank I1; the liquid storage tank II2 is provided with a feed valve II21, and the feed valve II21 is used to control the liquid storage tank The flow rate of the material in II2.

[0023] The upper end of the premixing pipeline 3 is connected with the liquid storage tank I1 and the liquid storage tank II2 respectively, and the lower end of the premixing pipeline 3 is connected with the upper end of the coil 41 . One end of the discharge pipe 6 is connected to the lower end of the coil pipe 41 , and the other end of the discharge pipe 6 is aligned with the product stor...

Embodiment 2

[0025] Embodiment 2, a kind of synthetic method of L-p-nitrophenylalanine, carry out following steps successively:

[0026] 1) First, dissolve 8.3g (0.05mol) of L-phenylalanine in 20mL of concentrated sulfuric acid (98%w). After the L-phenylalanine is completely dissolved, put the solution in the storage tank I1 Inside. Put 20mL of concentrated nitric acid (64%w) in the storage tank II2. Turn on the water bath heating device 5, and control the temperature in the coil 41 to 50°C.

[0027] When the temperature in the coil pipe 41 reaches the above-mentioned set temperature (i.e. 50° C.), the feed valve I11 and the feed valve II21 are opened, and the solution in the liquid storage tank I1 and the concentrated nitric acid in the liquid storage tank II2 are fed at the same rate. The speed flows into the premixing pipeline 3, so that the two are pre-mixed to form a mixed liquid.

[0028] The mixed solution in the premixing pipeline 3 flows into the coiled tube 41 in the coiled tu...

Embodiment 3

[0030] Embodiment 3, a kind of synthetic method of L-p-nitrophenylalanine:

[0031] Change the reaction temperature in step 1) of embodiment 2 into room temperature of 25° C., and all the other contents are the same as in embodiment 2. The product yield finally obtained is 55%.

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Abstract

The invention discloses a method for synthesizing 4-Nitro-L-phenylalanine monohydrate, which comprises the following steps: 1) a mixed liquid formed by mixing L-phenylalanine, concentrated sulfuric acid and concentrated nitric acid flows into a coil reactor to react, the reaction temperature is between 25 and 100 DEG C, the retention time of the mixed liquid in the coil reactor is between 3 and 10min, and the reaction pressure is normal pressure; and 2) a reaction product flowing out of the coil reactor is mixed with an ice-water mixture to be stirred and kept stand, the pH value of the obtained liquid is adjusted to between 7 and 8 and is kept stand and filtered, and the obtained white solid is the 4-Nitro-L-phenylalanine monohydrate. The method for synthesizing the 4-Nitro-L-phenylalanine monohydrate has the characteristics of good safety, short reaction time, and favorable continuous production.

Description

technical field [0001] The invention relates to a method for synthesizing organic compounds, in particular to a method for synthesizing an organic chemical intermediate - L-p-nitrophenylalanine. Background technique [0002] L-p-nitrophenylalanine is an important organic chemical intermediate, which plays a very important role in the synthesis of some optically active chiral drugs; its synthesis method generally involves the nitration of L-phenylalanine method, p-nitrocinnamic acid biocatalysis method, etc. Its synthesis method is summarized as follows: [0003] (1) In the literature Biotechnology Letters, 14 (8), 673 (1992), it is reported that p-nitrocinnamic acid is used as a raw material, and L-phenylalanine ammonia lyase is used as a catalyst, and the reaction is carried out at 30 ° C and a pH value of 10.5 for 10 Hours, the p-nitrophenylalanine of S configuration (being L) is obtained, and the yield is only 7%. This method is an emerging biocatalytic method, which i...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C229/36C07C227/16
Inventor 陈新志张涛刘金强钱超
Owner ZHEJIANG UNIV
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